Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 Found 572 molecules, displaying page 10 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.10

sN Param.: 0.50		*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)
C28H27N*
 DMSO

N  Param.: 19.36

sN Param.: 0.68		***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C15H17N2O*
 DMSO

N  Param.: 21.61

sN Param.: 0.58		***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C13H11ClNO*
 DMSO

N  Param.: 17.98

sN Param.: 0.63		***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-(1-cyclohexenyl)-4-methylpiperazine
C11H20N2*
 dichloromethane

N  Param.: 12.51

sN Param.: 0.80		*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 26.95

sN Param.: 0.52		***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.02

sN Param.: 0.49		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N*
 DMSO

N  Param.: 20.76

sN Param.: 0.60		***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3*
 DMSO

N  Param.: 17.46

sN Param.: 0.72		***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-dimethyl-2-methyleneimidazolidine (in THF)
C6H12N2*
 THF

N  Param.: 18.11

sN Param.: 0.68		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)
C7H14N2*
 THF

N  Param.: 18.68

sN Param.: 0.63		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole
C10H12N2*
 THF

N  Param.: 19.84

sN Param.: 0.58		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)
C8H11N*
 MeCN

N  Param.: 19.69

sN Param.: 0.61		***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N*
 DMSO

N  Param.: 19.91

sN Param.: 0.62		***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethoxybenzene
C8H10O2*
 dichloromethane

N  Param.: 2.48

sN Param.: 1.09		*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)
C21H26N2*
 THF

N  Param.: 23.35

sN Param.: 0.40		***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)
C22H26N2*
 THF

N  Param.: 17.80

sN Param.: 0.79		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)
C21H24N2*
 THF

N  Param.: 21.72

sN Param.: 0.45		***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C15H21N3*
 THF

N  Param.: 30.25

sN Param.: 0.54		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
 DMSO

N  Param.: 14.90

sN Param.: 0.80		***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)
C7H10FO4*
 DMSO

N  Param.: 20.63

sN Param.: 0.76		***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C35H39F6N3*
 THF

N  Param.: 21.36

sN Param.: 0.42		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C42H59N3*
 THF

N  Param.: 20.78

sN Param.: 0.61		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C28H39N3*
 THF

N  Param.: 24.86

sN Param.: 0.52		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H43N3O*
 THF

N  Param.: 23.55

sN Param.: 0.56		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C33H41N3*
 THF

N  Param.: 22.80

sN Param.: 0.60		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H40F3N3*
 THF

N  Param.: 22.30

sN Param.: 0.49		***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C9H13N*
 DMSO

N  Param.: 21.16

sN Param.: 0.59		***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)
C20H15N3*
 THF

N  Param.: 14.07

sN Param.: 0.84		***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,2-dimethylindole
C10H11N*
 dichloromethane

N  Param.: 6.54

sN Param.: 1.10		*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,2-bis(trimethylsiloxy)cyclohexene
C12H26O2Si2*
 dichloromethane

N  Param.: 4.46

sN Param.: 1.15		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,2,5-trimethylpyrrole
C7H11N*
 MeCN

N  Param.: 8.69

sN Param.: 1.07		***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5*
 DMSO

N  Param.: 20.08

sN Param.: 0.74		***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2*
 dichloromethane

N  Param.: 6.98

sN Param.: 0.85		***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
1,1-diethoxyethene
C6H12O2*
 dichloromethane

N  Param.: 9.81

sN Param.: 0.81		***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1,1-bis(trimethylsiloxy)propene
C9H22O2Si2*
 dichloromethane

N  Param.: 10.38

sN Param.: 0.87		****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
(Z)-phenylpropene
C9H10*
 dichloromethane

N  Param.: -1.07

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-penta-1,3-diene
C5H8*
 dichloromethane

N  Param.: 0.66

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-but-2-enyltrimethylsilane
C7H16Si*
 dichloromethane

N  Param.: 1.69

sN Param.: 1.10		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-but-2-ene
C4H8*
 dichloromethane

N  Param.: -2.44

sN Param.: 1.09		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O*
 THF

N  Param.: 14.40

sN Param.: 0.66		***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
C12H18OSi*
 MeCN

N  Param.: 5.18

sN Param.: 0.94		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi*
 dichloromethane

N  Param.: 3.87

sN Param.: 1.00		*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-1-(N-morpholino)propene
C7H13NO*
 dichloromethane

N  Param.: 12.26

sN Param.: 0.80		*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H34N2O*
 THF

N  Param.: 15.92

sN Param.: 0.72		***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H32N2O*
 THF

N  Param.: 15.33

sN Param.: 0.79		***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)
C30H32N2O*
 DMSO

N  Param.: 14.40

sN Param.: 0.64		***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
C17H20OSi*
 MeCN

N  Param.: 3.00

sN Param.: 0.83		***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(tris(trimethylsilyl)siloxy)ethene
*
 dichloromethane

N  Param.: 4.01

sN Param.: 0.83		***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(trimethylsilyl)diazomethane
C4H10N2Si*
 dichloromethane

N  Param.: 8.97

sN Param.: 0.75		***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913